$59 Cheap Flights to Anguilla, MS

Flights to Anguilla at a glance

Traveling to Anguilla is easy—simply choose between full-service and low-cost airlines, compare travel times, and select an option that aligns with your budget and schedule as you plan to explore the city's renowned attractions and neighborhoods.

• Major airports near Anguilla: Evers International Airport (JAN), Mid Delta Regional Airport (GLH)
• Closest airport to Anguilla: Mid Delta Regional Airport, GLH (around 36 miles)
• Flights per week: 1,200+ flights arriving across Anguilla airports
• Number of airlines that fly to Anguilla: around 10+ carriers

Popular airports near Anguilla

Anguilla is a charming city ideal for outdoor activities, scenic views, and romantic getaways. Travelers flock here for family-friendly adventures and eco-conscious experiences. The city is conveniently accessible via two major airports, making travel arrangements a breeze.

• Evers International Airport (JAN): Situated in Rankin County, Mississippi, approximately 63 miles from Anguilla, this airport offers both domestic and international flights. It connects to over 130 domestic cities and more than 15 international locations, with options for upgrading to premium economy and first class seating for enhanced comfort, depending on airlines and routes. Major carriers include American Airlines, Delta, and Southwest Airlines.
• Mid Delta Regional Airport (GLH): Found in Washington County, Mississippi, roughly 36 miles from Anguilla, this airport provides domestic flights to about 2 cities nationwide. Key airlines operating here include Key Lime DBA Denver Air Connection and Contour Airlines, making it a convenient option for travelers seeking regional access.

Top routes to Anguilla

• Chicago (ORD/MDW) to Anguilla (JAN), with one-way fares starting at around $120
• Las Vegas (LAS) to Anguilla (JAN), with one-way tickets available from around $140
• Orlando (MCO) to Anguilla (JAN), with one-way airfare from around $110
• Dallas (DFW/DAL) to Anguilla (GLH/JAN), with one-way tickets available from around $60
• New York (JFK/LGA) to Anguilla (JAN), with one-way flight options from around $140

Cheapest routes to Anguilla

• Houston (IAH/HOU) to Anguilla (JAN), with low-cost one-way tickets from around $40
• Dallas (DFW/DAL) to Anguilla (GLH/JAN), with budget one-way fares from around $60
• Atlanta (ATL) to Anguilla (GLH/JAN), with cheap one-way fares from around $70
• Nashville (BNA) to Anguilla (JAN), with affordable one-way prices from around $95
• Washington (IAD/DCA) to Anguilla (JAN), with cheap one-way fares from around $100

*Flight times and fares vary by season and availability and are based on one-way routes

Top airlines with flights to Anguilla

• Delta: Operating flights to Evers International Airport (JAN), Delta represents roughly 35% of Anguilla's arrivals. The typical one-way fare is about $270, with premium service options such as premium economy and first class available based on the route.
• American Airlines: Also flying into Evers International Airport (JAN), American Airlines accounts for approximately 33% of arrivals to Anguilla. The average one-way fare is around $280, with first class as a premium service option depending on the route.
• Southwest Airlines: Serving Evers International Airport (JAN), Southwest Airlines makes up nearly 16% of Anguilla's arrivals. Travelers can expect an average one-way fare of around $250.
• United: Operating flights to Evers International Airport (JAN), United captures about 14% of arrivals to Anguilla. The average one-way fare is roughly $300.
• Key Lime DBA Denver Air Connection: Flying to Mid Delta Regional Airport (GLH), this carrier accounts for about 1% of arrivals to Anguilla. The average one-way fare is approximately $100.

Best time to fly to Anguilla

The most popular months for travelers to fly to Anguilla are January, March, and April, when peak temperatures in Anguilla can reach up to 64.4°F in April. If you prefer quieter travel, consider September, the least busy and relatively cheaper time to visit with fewer crowds and temperatures around 77.2°F. For better deals, August usually offers the lowest average one-way fare around $250, roughly 9% cheaper than the yearly average. Looking for additional cheaper months to fly? May, September, and October offer average one-way fares roughly ranging from $251 to $264, making them good options for flexible travelers.

*Average one-way fare is based on Expedia flight booking data from January 2025 to April 2026 for the specified route and travel class and may change depending on availability, dates, and demand.

How to save money on a flight to Anguilla

Getting some of the best deals on flights to Anguilla is all about timing and flexibility. Here are some key tips to help you save:

1. Compare flight options—use Expedia's search tool to compare airlines, routes, direct vs. non-direct flights, and flight times. You can also sort by price to find the most affordable options.
2. Set up price alerts—as an Expedia member you can use Price Tracking to receive notifications when flight prices change.
3. Bundle and save—book a flight and unlock a hotel deal on Expedia*, or explore our Anguilla hotel and flight deals.
4. Think about luggage-nowadays, it's important to check the airline's baggage policies to find the best value. That may be paying for an additional carry-on bag or booking a ticket with checked luggage included. Either way, double-check your baggage allowance before confirming your booking to avoid excess baggage fees at the airport.
5. Earn miles—you can earn airline miles when you book your Anguilla flight with Expedia. Just select your frequent flyer program and enter your program number when confirming your booking.

*For members. Select hotels.

Arriving in Anguilla

Anguilla welcomes travelers through its range of transport options based on price, convenience, and proximity. Here's how to reach Anguilla efficiently:

• Public transportation: From Evers International Airport, Jackson Station, a train station, is located about 6.8 miles away.
• Hotel transfer: Transfers offer a convenient way to reach your hotel in Anguilla, with private rides that can be arranged in advance.
• Car rental: Renting a car in Anguilla is a good option if you plan to explore and sightsee beyond the city. Browse cheap car rentals in Anguilla on Expedia.
• Taxi/ride-hailing: Taxis and ride-hailing services may be available from designated pickup areas outside the terminal, check locally on arrival.

Where to stay around Anguilla

• Hollandale: Located 14 miles away from Anguilla, Hollandale is a charming city perfect for outdoor enthusiasts and those seeking a romantic getaway. The area boasts stunning scenery, highlighted by attractions such as Leroy Percy State Park, ideal for hiking and picnicking. Culture seekers can explore the quirky Birthplace of Kermit the Frog Museum, while the Washington County Convention Center offers a venue for events and business meetings. Whether you're enjoying the local recreational areas or indulging in a body treatment, Hollandale provides a delightful escape.
• Rolling Fork: Rolling Fork is located 6 miles away from Anguilla and is a haven for outdoor adventurers. With its breathtaking landscapes, visitors can explore Lake Washington, a serene spot perfect for a romantic day by the water. The Delta National Forest provides ample opportunities for hiking and wildlife observation, while Panther Swamp National Wildlife Area is a great place for nature lovers. Golf enthusiasts can unwind at nearby courses, making Rolling Fork a versatile destination for all types of travelers.
• Glen Allan: Situated 12 miles away from Anguilla, Glen Allan is a quaint village that invites visitors to embrace the outdoors. The picturesque Lake Washington offers a scenic backdrop for relaxation and romantic outings, while Leroy Percy State Park is just a short drive away, perfect for those looking for adventure. The Greenville Country Club is a popular spot for golf lovers, and the local recreational areas provide opportunities for family fun. Glen Allan's serene atmosphere makes it an ideal stop for travelers seeking tranquility and connection with nature.

Tips for short-haul flights to Anguilla

For quick getaways, efficiency is key. Here is how to make your short-haul journey smoother:

• Pack light and skip checked bags—when flying with budget airlines, it's often more economical to travel with just a carry-on. Maximize space by using mini toiletries, wearing your heaviest clothing, and coordinating your outfits wisely. This also allows you to bypass the wait at baggage claim upon arrival.
• Bring your own entertainment—many short-haul flights may not provide in-flight entertainment options. Download your favorite TV shows, movies, music, or podcasts ahead of time, and consider bringing a book to keep yourself entertained. Remember to fully charge your devices before you board.
• Arrive at the airport in plenty of time—even for short or domestic flights, it's advisable to arrive at least 1.5 to 2 hours prior to departure, taking into account traffic and security lines.
• Bring your own snacks and water—pack some snacks and a refillable water bottle to stay hydrated and save money while at the airport.

Tips for long-haul flights to Anguilla

Flying long-haul sometimes requires extra planning to ensure a comfortable journey:

• Select your seat in advance—for longer flights, choosing your seat is essential for comfort. Full-service airlines typically allow seat selection for free once online check-in opens, which is generally 24–48 hours prior to your flight. Some airlines may provide earlier seat selection options.
• Arrive at the airport in plenty of time—make it a point to arrive at the airport at least 3 hours before departure for international flights to accommodate check-in, security, and immigration processes.
• Relax at the airport—if you find yourself with extra time, take the opportunity to explore the shops, enjoy a coffee, or unwind at the gate or in a departure lounge if you have access. Most airports offer free and accessible Wi-Fi.
• Adjust to the new time zone mid-flight—begin aligning your body clock by changing your watch and adjusting your sleep schedule to your destination's time zone. Aim to sleep or stay awake during the flight according to the local time of your arrival to help mitigate jet lag.

Tips to find the cheapest flights to Anguilla

The cheapest day to fly

Get started finding a cheap flight to Anguilla on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

September is the cheapest month to fly to Anguilla. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Anguilla. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Anguilla, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Anguilla

The lowest price for round-trip flights to Anguilla in 2026 starts from $117, while one-way tickets start from from $59. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Anguilla. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Anguilla

American Airlines, Frontier Airlines, Southwest Airlines, United, Delta are just some of the airlines that can typically offer cheap tickets to Anguilla. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Anguilla and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Anguilla, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Anguilla. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Anguilla plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Anguilla

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Anguilla.

Stopover savings

The cheapest tickets to Anguilla are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Anguilla. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Anguilla for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Anguilla. Simply download the free Expedia app to your smart device and activate Anguilla flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Anguilla. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.